Find hotels in Sheffield, MA from Rp1.267.462

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Our top choices for Sheffield hotels

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is Rp2.719.226
Rp3.037.376 total
includes taxes & fees
29 Mar - 30 Mar
Wilder House Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (885 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is Rp1.538.310
Rp2.095.794 total
includes taxes & fees
26 Mar - 27 Mar
Berkshire Mountain Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (750 reviews)
"Simple and clean hotel"
United States
Vitor
The price is Rp1.808.086
Rp2.019.632 total
includes taxes & fees
8 Apr - 9 Apr
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,001 reviews)
"Clean, breakfast was a nice option before heading to Butternut mountain nearby "
United States
Kristin
The price is Rp1.134.701
Rp1.267.462 total
includes taxes & fees
8 Apr - 9 Apr
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (834 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
Monument Mountain Motel

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (289 reviews)
"The restaurant, food and wait staff were fab!!! "
United States
Jacqueline
The price is Rp3.026.432
Rp3.480.481 total
includes taxes & fees
3 Apr - 4 Apr
Interlaken Inn & Resort

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (147 reviews)
"Such a cozy, authentic New England hotel, with all its charm. "
United States
Maulik
The price is Rp4.222.810
Rp4.856.316 total
includes taxes & fees
26 Mar - 27 Mar
The White Hart

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is Rp1.565.600
Rp1.748.775 total
includes taxes & fees
1 Apr - 2 Apr
The Yankee, Trademark Collection by Wyndham

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (210 reviews)
"This was a cozy, attractive stay with a very well outfitted room, friendly service and nice dining options."
United States
Susan
The price is Rp2.365.720
Rp2.649.607 total
includes taxes & fees
26 Mar - 27 Mar
the Alander

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (574 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is Rp1.267.350
Rp1.415.714 total
includes taxes & fees
29 Mar - 30 Mar
Travelodge by Wyndham Great Barrington Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (172 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is Rp2.631.019
Rp3.025.672 total
includes taxes & fees
26 Mar - 27 Mar
Blackberry River Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (775 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is Rp2.568.496
Rp2.869.010 total
includes taxes & fees
29 Mar - 30 Mar
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (157 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is Rp3.575.617
Rp4.111.959 total
includes taxes & fees
30 Mar - 31 Mar
Cornwall Inn and Lodge

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Cleanliness, staff courtesy, breakfast."
United States
Chris
The price is Rp1.421.967
Rp1.588.337 total
includes taxes & fees
8 Apr - 9 Apr
Quality Inn Lee - Lenox South

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is Rp1.774.290
Rp2.040.434 total
includes taxes & fees
29 Mar - 30 Mar
Locust Tree Bed and Breakfast LLC

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
"Nice rooms, very clean place"
United States
Padgett
Little Cat Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (218 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is Rp1.622.039
Rp1.816.704 total
includes taxes & fees
27 Mar - 28 Mar
Chatham Travel Lodge

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (133 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (292 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
The price is Rp2.260.601
Rp2.525.091 total
includes taxes & fees
26 Mar - 27 Mar
The Whitlock

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is Rp1.623.053
Rp1.812.950 total
includes taxes & fees
19 Apr - 20 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Sheffield attractions

Learn more about Sheffield

Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.

FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

More cheap stays in Sheffield

Find out more about Sheffield

Top reasons to visit Sheffield

  • Outdoor Adventures: Sheffield is a haven for outdoor enthusiasts, offering skiing, hiking, and exploring picturesque lakes and nature reserves.
  • Family-Friendly Activities: Enjoy apple picking and exciting rides, making it ideal for memorable family outings.
  • Art and Culture: Discover a variety of art galleries that showcase local talent and creativity.
  • Charming Atmosphere: Experience the warmth of friendly locals and a welcoming community in the beautiful Berkshires.
  • Diverse Accommodation: From agritourism to cosy bed and breakfasts, Sheffield has unique stays catering to every traveller.

Find great hotels near Sheffield

Experience the charm of Sheffield, Massachusetts, with a variety of accommodation options that cater to every traveller's needs. From delightful agritourism properties to inviting bed and breakfasts, Sheffield offers pet-friendly and family-oriented stays perfect for your adventure. Explore nearby attractions while enjoying a comfortable retreat in this picturesque town, with additional options available in Great Barrington for an unforgettable holiday experience.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This charming 3.5-star resort offers a delightful blend of leisure and adventure, making it an ideal choice for families and business travellers alike. Nestled 19.3km from Sheffield, the resort features a variety of amenities, including an onsite mini-golf course, an arcade game room, and a playground to keep children entertained. The proximity to ski shuttles and lifts ensures that winter sports enthusiasts can easily access the slopes. With spacious accommodations and family-friendly services, this resort is perfect for a memorable vacation in the Berkshires.
  • Quality Inn: Located 9.7km from Sheffield, Quality Inn is the perfect base for adventure seekers and business travellers. Guests can enjoy a range of outdoor activities, from downhill skiing to hiking and biking, all available in the surrounding areas. The hotel’s focus on adventure sports makes it an exciting option for those looking to explore the natural beauty of the region. With comfortable lodging and easy access to recreational facilities, Quality Inn caters to those with an adventurous spirit while providing essential amenities for a productive stay.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 11.3km from Sheffield, this hotel welcomes travellers with its inclusive atmosphere and modern comforts. Known for being LGBTQIA-friendly, it provides a warm environment for all guests. The property is well-equipped for business travel, featuring meeting spaces and complimentary Wi-Fi. Guests appreciate the contemporary design and convenient location, which offers easy access to local attractions. With attentive service and a focus on providing a comfortable experience, this hotel is an excellent choice for both leisure and business stays.

Where to stay near Sheffield

Sheffield, Massachusetts, offers an enchanting blend of adventure and history, perfect for an outdoor getaway. Nestled in the beautiful Berkshires, visitors can revel in stunning scenery, charming evenings, and a family-friendly atmosphere. Nearby attractions provide a romantic vibe, with friendly locals enhancing the experience. Whether you seek thrilling activities or a relaxing retreat, Sheffield and its surroundings promise a memorable stay, complemented by some of the best hotels in the region.

  • The Berkshires: Nestled 17.7km from Sheffield, The Berkshires is a stunning region renowned for its breathtaking outdoor experiences, making it a perfect destination for adventure seekers. With a blend of scenic mountains and serene lakes, this area is ideal for skiing in the winter and hiking in the summer. The Berkshires is not only about natural beauty—it's also home to various cultural events and venues, including conferences and festivals, which attract visitors year-round, particularly in the warmer months from June to August.
  • Great Barrington: Located 9.7km from Sheffield, Great Barrington is a vibrant city that draws visitors with its dynamic outdoor lifestyle and sporting opportunities. Known for its excellent skiing facilities, this area is a favourite among winter sports enthusiasts. During your visit, explore the local parks and lakes that offer tranquil spots for relaxation and picnicking. Great Barrington sees a peak in visitors from June to August, making it an exciting summer destination that balances adventure with community events.
  • South Egremont: Just 8.0km from Sheffield, South Egremont is a charming city that invites adventure lovers to experience its ski resorts and recreational activities. This area, like its neighbours, boasts stunning landscapes featuring mountains and lakes, perfect for both winter sports and summer excursions. South Egremont attracts a steady stream of visitors throughout the year, with a notable influx during the summer months. The nearby national state park offers additional opportunities for exploration and immersion in nature.

Things to do near Sheffield

Sheffield, Massachusetts, offers a delightful mix of outdoor adventures and family-friendly activities. Visitors can enjoy skiing at local resorts, partake in apple picking, and explore various art galleries. The area is perfect for day trips and exciting rides, making it an ideal destination for memorable family outings amidst the beautiful New England scenery.

Shopping

In Sheffield, you can enjoy shopping at local gems like Hoffman's Pottery for unique items. If you're up for a drive, Lee Premium Outlets, located 22.5km away, offers a variety of brand-name stores, while the Berkshire Mountain Country Store, 24.1km away, features charming local goods.

Recreation

Lake Mansfield Park, a tranquil retreat 11.3km from Sheffield, offers serene walking trails and picturesque views, perfect for relaxation. Music Mountain, located 20.9km away, hosts vibrant concerts, while Undermountain Golf Course, 14.5km from town, provides an invigorating outdoor experience for golf enthusiasts.

Adventure

At Ski Butternut, 8.0km from Sheffield, experience exhilarating skiing amidst a vibrant sports atmosphere. The Housatonic River Walk, located 9.7km away, offers breathtaking scenery for hikers seeking outdoor adventure. For thrill-seekers, Catamount Aerial Adventure Park, 12.9km from Sheffield, features an exciting zipline and ropes course.

Nightlife

In Sheffield, the Mahaiwe Performing Arts Center offers a charming atmosphere with captivating performances just 9.7km away. Infinity Music Hall and Bistro, located 17.7km away, blends exquisite dining with live entertainment. For a rich cultural experience, the Berkshire Theatre Festival is only 19.3km from Sheffield.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sheffield

To save money on your trip to Sheffield, consider visiting during the off-peak months of January and March to April, when accommodation prices are lower. Booking your stay for a Tuesday can also help you find cheaper rates, while Saturdays tend to be the most expensive. Use Expedia’s search tool to filter by budget, location, and hotel type, including eco-certified options. You can further save by bundling your hotel, flights, and activities into a package deal, ensuring you get the best value for your stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Sheffield are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Sheffield is Tuesday. The most expensive day to stay in Sheffield is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your ideal location, and much more. You can arrange your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Sheffield with your flights and activities through an Expedia package.

Find the best attractions near Sheffield

Sheffield, Massachusetts, is an excellent destination for adventure seekers and outdoor enthusiasts, offering a variety of activities such as skiing and exploring nature. Visitors can enjoy nearby national parks, nature reserves, and picturesque lakes, making it ideal for eco-friendly experiences. Whether you’re hiking, skiing, or simply soaking in the natural beauty, Sheffield promises an unforgettable outdoor vacation.

  • Bash Bish Falls State Park: Located 11.3km away from Sheffield, this stunning park features breathtaking waterfalls surrounded by lush greenery. It offers a perfect blend of adventure and tranquillity, with hiking trails that lead you through picturesque landscapes.
  • Housatonic River: Just 9.7km from Sheffield, the Housatonic River is a serene spot ideal for picnicking and scenic walks. Its beautiful banks provide a peaceful atmosphere where you can enjoy the natural beauty and perhaps spot some local wildlife.
  • Three Mile Pond Wildlife Management Area: Only 3.2km from Sheffield, this nature reserve is an eco-friendly haven. It's perfect for outdoor enthusiasts seeking adventure, with opportunities for birdwatching and exploring diverse habitats.

Best time to go to Sheffield

The best time to visit Sheffield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudyAverageSlightly Low
February24.8°F (-4.0°C)Light RainMostly CloudySlightly LowAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
September60.8°F (16.0°C)Light RainMostly SunnySlightly HighAverage
October49.8°F (9.9°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Sheffield

To visit Sheffield, Massachusetts, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is 59.5km away, with nearby hotels such as the Sheraton Hartford Hotel at Bradley Airport and The Capitol Hotel, both offering convenient access via airport shuttles. Albany, NY (ALB-Albany Intl.) is 80.5km distant, featuring hotels like Oakcliff Bed and Breakfast and Four Points by Sheraton Albany, easily reachable from the airport. Finally, Newburgh, NY (SWF-Stewart Intl.) is 91.7km away, with options like The Crossroads Hotel and Comfort Suites Fishkill, both accessible via local transportation services. Each airport provides a variety of accommodation choices to enhance your stay.

Frequently asked questions

Where is the best place to stay in Sheffield?
Wilder House Berkshires is one of the top choices for your stay based on our traveller data. This B&B offers free breakfast and free parking. Two other options for your trip to the area are Berkshire Mountain Lodge and Berkshires Untold. See all available top hotels, or vacation rentals in Sheffield.
If I need to cancel my hotel reservation in Sheffield, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.
What are some accommodation options with pools in Sheffield?
Berkshire Mountain Lodge: Provides free self parking, an indoor pool and complimentary wireless Internet access. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG and The Yankee, Trademark Collection by Wyndham are a couple of other choices that feature an on-site pool. View all hotels with pools in Sheffield.
What's it like staying in Sheffield?
Visitors can enjoy all that Sheffield has to offer, including the casinos and local tours. In Sheffield, there are 34 hotels and other accommodation options to choose from. Find out more about Sheffield.
What are the top places to visit in Sheffield?
Favourite places to visit include Housatonic River, Lime Kiln Farm Wildlife Sanctuary and Magnolia Bluffs Casino. A couple of additional sights to add to your itinerary are Drury Preserve and Ashley House. Take a look at what more there is to see and do in Expedia's Sheffield guide.
What's the seasonal weather like in Sheffield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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